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Winter Park Homes For Sale & Real Estate - 187 homes

Winter Park homes for sale are located in Seminole County, Florida. Find homes in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Park houses.

Location: Winter Park

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  • 4144 WATERVIEW LOOP, WINTER PARK, FL 32792

    $419,9001 Day on yellowkey   MLS ID: O5974063

    For Sale O5974063 - 4144 WATERVIEW LOOP, WINTER PARK, FL 32792 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1811
       Built: 1988   Tax: $1,785 (2020)
    Community: Autumn Glen Ph 2
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,450 (change assumption)
    Mortgage ($2,301) + Taxes in 2020 ($149)

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    Taxes:$1,785

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 2531 LAFAYETTE AVENUE, WINTER PARK, FL 32789

    $399,00014 Days on yellowkey   MLS ID: O5971190

    REDUCED by $30,000 (7.0%) on 09/18/2021

    For Sale O5971190 - 2531 LAFAYETTE AVENUE, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 943
       Built: 1956   Tax: $3,078 (2020)
    Community: Winter Park Village
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,443 (change assumption)
    Mortgage ($2,186) + Taxes in 2020 ($257)

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    Taxes:$3,078

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 651 CARNATION COURT, WINTER PARK, FL 32792

    $289,50093 Days on yellowkey   MLS ID: O5952304

    25 Days Off yellowkey (back on 9/18/2021)

    REDUCED by $10,000 (3.3%) on 08/19/2021

    For Sale O5952304 - 651 CARNATION COURT, WINTER PARK, FL 32792 30 photos

    Bed: 4   Bath: 1.0
    Liv Area Sq Ft: 1347
       Built: 1959   Tax: $2,097 (2020)
    Community: Eastbrook Sub
    Pool: No

    Single Family


    Estimated Monthly Payment: $1,761 (change assumption)
    Mortgage ($1,586) + Taxes in 2020 ($175)

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    Taxes:$2,097

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2830 MULFORD AVENUE, WINTER PARK, FL 32789

    $673,8001 Day on yellowkey   MLS ID: O5973981

    For Sale O5973981 - 2830 MULFORD AVENUE, WINTER PARK, FL 32789 48 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2097
       Built: 1953   Tax: $3,651 (2020)
    Community: Northwood Terrace
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,996 (change assumption)
    Mortgage ($3,692) + Taxes in 2020 ($304)

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    Taxes:$3,651

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1269 MICHIGAN AVENUE, WINTER PARK, FL 32789

    $499,9992 Days on yellowkey   MLS ID: O5973908

    For Sale O5973908 - 1269 MICHIGAN AVENUE, WINTER PARK, FL 32789 0 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1866
       Built: 2019
    Monthly Fee: $275
       Tax: $4,532 (2020)
    Community: Park Shore
    Pool: No

    Townhouse


    Estimated Monthly Payment: $3,392 (change assumption)
    Mortgage ($2,740) + Fees ($275) + Taxes in 2020 ($378)

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    Taxes:$4,532

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 1021 FAIRWAY DRIVE, WINTER PARK, FL 32792

    $624,80060 Days on yellowkey   MLS ID: O5959980

    REDUCED by $100 (0.0%) on 09/17/2021

    For Sale O5959980 - 1021 FAIRWAY DRIVE, WINTER PARK, FL 32792 27 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2573
       Built: 1973   Tax: $3,164 (2020)
    Community: Golfside Sec 03
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,687 (change assumption)
    Mortgage ($3,423) + Taxes in 2020 ($264)

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    Taxes:$3,164

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 3073 BLUEBROOK DRIVE, WINTER PARK, FL 32792

    $324,90048 Days on yellowkey   MLS ID: O5962899

    REDUCED by $5,000 (1.5%) on 09/17/2021

    For Sale O5962899 - 3073 BLUEBROOK DRIVE, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1426
       Built: 1973   Tax: $3,105 (2020)
    Community: Laurel Springs
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,039 (change assumption)
    Mortgage ($1,780) + Taxes in 2020 ($259)

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    Taxes:$3,105

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 1209 WADING WATERS CIRCLE, WINTER PARK, FL 32792

    $849,9002 Days on yellowkey   MLS ID: O5972811

    For Sale O5972811 - 1209 WADING WATERS CIRCLE, WINTER PARK, FL 32792 0 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 4307
       Built: 2020
    Monthly Fee: $170
       Tax: $6,631 (2021)
    Community: Hawks Crest
    Pool: No

    Single Family


    Estimated Monthly Payment: $5,379 (change assumption)
    Mortgage ($4,657) + Fees ($170) + Taxes in 2021 ($553)

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    Taxes:$6,631

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2021

    Middle School: Tuskawilla Middle


  • 216 BALFOUR DRIVE UNIT 11, WINTER PARK, FL 32792

    $279,0002 Days on yellowkey   MLS ID: O5964964

    For Sale O5964964 - 216 BALFOUR DRIVE UNIT 11, WINTER PARK, FL 32792 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1520
       Built: 1984   Tax: $1,025 (2020)
    Community: Winter Park Pointe 02 Ph 03
    Pool: No

    Condo


    Restrictions: Age Restricted


    Estimated Monthly Payment: $1,614
    (change assumption)
    Mortgage ($1,529) + Taxes in 2020 ($85)

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    Taxes:$1,025

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 1920 OGLESBY AVENUE, WINTER PARK, FL 32789

    $349,9002 Days on yellowkey   MLS ID: O5973812

    For Sale O5973812 - 1920 OGLESBY AVENUE, WINTER PARK, FL 32789 30 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 894
       Built: 1954   Tax: $2,599 (2020)
    Community: Olympia Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,134 (change assumption)
    Mortgage ($1,917) + Taxes in 2020 ($217)

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    Taxes:$2,599

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2020

    Middle School: College Park Middle


  • 866 W LYMAN AVENUE, WINTER PARK, FL 32789

    $469,0002 Days on yellowkey   MLS ID: O5973108

    For Sale O5973108 - 866 W LYMAN AVENUE, WINTER PARK, FL 32789 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1243
       Built: 1925   Tax: $2,676 (2021)
    Community: Winter Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,793 (change assumption)
    Mortgage ($2,570) + Taxes in 2021 ($223)

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    Taxes:$2,676

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2021

    Middle School: Audubon Park K-8


  • 657 DUNRAVEN DRIVE, WINTER PARK, FL 32792

    $590,0002 Days on yellowkey   MLS ID: O5973086

    For Sale O5973086 - 657 DUNRAVEN DRIVE, WINTER PARK, FL 32792 46 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 2663
       Built: 1970   Tax: $5,408 (2020)
    Community: Kenilworth Shores Sec 05
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,683 (change assumption)
    Mortgage ($3,233) + Taxes in 2020 ($451)

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    Taxes:$5,408

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 794 ENGLISH COURT, WINTER PARK, FL 32789

    $350,00045 Days on yellowkey   MLS ID: O5963919

    3 Days Off yellowkey (back on 9/17/2021)

    For Sale O5963919 - 794 ENGLISH COURT, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1304
       Built: 1940   Tax: $3,181 (2020)
    Community: Tax Equities Inc Rep
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,183 (change assumption)
    Mortgage ($1,918) + Taxes in 2020 ($265)

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    Taxes:$3,181

    Elementary School: Killarney Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 246 SCOTTSDALE SQUARE UNIT 246, WINTER PARK, FL 32792

    $107,00039 Days on yellowkey   MLS ID: O5965279

    11 Days Off yellowkey (back on 9/17/2021)

    For Sale O5965279 - 246 SCOTTSDALE SQUARE UNIT 246, WINTER PARK, FL 32792 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1020
       Built: 1974   Tax: $923 (2020)
    Community: Winter Park Woods Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $663 (change assumption)
    Mortgage ($586) + Taxes in 2020 ($77)

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    Taxes:$923

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None


  • 1389 SAWGRASS COURT, WINTER PARK, FL 32792

    $549,90024 Days on yellowkey   MLS ID: O5968771

    8 Days Off yellowkey (back on 9/17/2021)

    For Sale O5968771 - 1389 SAWGRASS COURT, WINTER PARK, FL 32792 27 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2093
       Built: 1979   Tax: $5,656 (2020)
    Community: Greenview At Winter Pines
    Pool: No

    Single Family


    Estimated Monthly Payment: $3,484 (change assumption)
    Mortgage ($3,013) + Taxes in 2020 ($471)

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    Taxes:$5,656

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 1021 LINCOLN CIRCLE, WINTER PARK, FL 32789

    $1,195,00094 Days on yellowkey   MLS ID: O5951475

    10 Days Off yellowkey (back on 9/17/2021)

    REDUCED by $30,000 (2.4%) on 08/30/2021

    For Sale O5951475 - 1021 LINCOLN CIRCLE, WINTER PARK, FL 32789 48 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2284
       Built: 1950   Tax: $7,828 (2020)
    Community: Robert Dhu Macdonald Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $7,200 (change assumption)
    Mortgage ($6,548) + Taxes in 2020 ($652)

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    Taxes:$7,828

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Maitland Middle


  • 2238 HAWICK LANE UNIT 2238, WINTER PARK, FL 32792

    $425,00019 Days on yellowkey   MLS ID: O5969778

    6 Days Off yellowkey (back on 9/17/2021)

    For Sale O5969778 - 2238 HAWICK LANE UNIT 2238, WINTER PARK, FL 32792 28 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1775
       Built: 2006
    Monthly Fee: $350
       Tax: $2,527 (2020)
    Community: Corintheanwinter Park Condo
    Pool: No

    Townhouse


    Estimated Monthly Payment: $2,889 (change assumption)
    Mortgage ($2,329) + Fees ($350) + Taxes in 2020 ($211)

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    Taxes:$2,527

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 4027 GILDER ROSE PLACE, WINTER PARK, FL 32792

    $765,00017 Days on yellowkey   MLS ID: O5970264

    10 Days Off yellowkey (back on 9/17/2021)

    For Sale O5970264 - 4027 GILDER ROSE PLACE, WINTER PARK, FL 32792 60 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3369
       Built: 1991
    Monthly Fee: $133
       Tax: $8,081 (2020)
    Community: Bear Gully Pointe
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $4,998 (change assumption)
    Mortgage ($4,192) + Fees ($133) + Taxes in 2020 ($673)

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    Taxes:$8,081

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2020

    Middle School: Tuskawilla Middle


  • 690 OSCEOLA AVENUE UNIT 607, WINTER PARK, FL 32789

    $895,900166 Days on yellowkey   MLS ID: O5934154

    71 Days Off yellowkey (back on 9/17/2021)

    For Sale O5934154 - 690 OSCEOLA AVENUE UNIT 607, WINTER PARK, FL 32789 75 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1683
       Built: 1969
    Monthly Fee: $900
       Tax: $3,292 (2020)
    Community: Lake Virginia Condo
    Pool: No

    Condo


    Estimated Monthly Payment: $6,083 (change assumption)
    Mortgage ($4,909) + Fees ($900) + Taxes in 2020 ($274)

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    Taxes:$3,292

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2020

    Middle School: Glenridge Middle


  • 1785 HOLLYWOOD AVENUE, WINTER PARK, FL 32789

    $450,00052 Days on yellowkey   MLS ID: O5958676

    11 Days Off yellowkey (back on 9/17/2021)

    For Sale O5958676 - 1785 HOLLYWOOD AVENUE, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1532
       Built: 1977   Tax: $5,809 (2020)
    Community: Golfview Heights
    Pool: No

    Single Family


    Estimated Monthly Payment: $2,950 (change assumption)
    Mortgage ($2,466) + Taxes in 2020 ($484)

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    Taxes:$5,809

    Elementary School: None

    High School: None

    Tax Year: 2020

    Middle School: None




Why Bother Searching Elsewhere for Winter Park Homes for Sale and Other Real Estate?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2021 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.